NP-MRD: Showing NP-Card for (-)-Mitralactonine (NP0072242)

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Record Information

Version

2.0

Created at

2022-04-28 17:36:27 UTC

Updated at

2022-04-28 17:36:27 UTC

NP-MRD ID

NP0072242

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Mitralactonine

Description

(?)-Mitralactonine belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. (-)-Mitralactonine is found in Mitragyna speciosa. (-)-Mitralactonine was first documented in 1999 (PMID: 11674259). Based on a literature review very few articles have been published on (?)-Mitralactonine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282219362D          

 27 31  0  0  1  0            999 V2000
    2.1612   -0.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6933    0.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5053    0.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0374    0.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8495    0.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5010    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1836    0.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9597    0.9306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9540   -0.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1294   -0.1682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5973   -0.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7853   -0.6531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2532   -1.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411   -1.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4890   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0257   -1.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745    1.9385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7472    2.3279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1754    2.3737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1490    3.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2581    0.9694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971   -0.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6546   -0.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0281    0.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0318    0.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7744    1.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  1 14  1  0  0  0  0
 10 15  1  6  0  0  0
 15 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  1 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 22 27  2  0  0  0  0
M  END

     RDKit          3D

 47 51  0  0  0  0  0  0  0  0999 V2000
   -2.7192   -2.6648    2.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3325   -1.2453    1.8360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490   -1.1081    0.3193 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3720   -2.0693   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168   -1.4802   -0.3374 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0135   -2.3776   -0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3842   -2.0942   -0.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6316   -0.6823    0.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6620    0.2706    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466    1.4623    0.4516 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919    1.3056    0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6062    2.2187    0.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9068    1.7754    0.7777 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1641    0.4469    0.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1528   -0.4500    0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8323   -0.0267    0.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2820   -0.1475   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6788    0.7777    0.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0584    0.2913   -0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1430    0.8264   -0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2372    2.1954   -1.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2526    2.9770   -1.0564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4235    2.6957   -1.5815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5421    4.0252   -2.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2000   -0.1645   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893    0.0133   -1.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6448   -1.3412   -0.1208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3203   -3.1462    1.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7960   -3.2695    2.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197   -2.6995    3.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0773   -0.5688    2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3002   -1.0391    2.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3307   -2.9916    0.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6490   -2.2587   -1.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0542   -2.4018   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7492   -3.4429   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1288   -2.5239   -0.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5448   -2.6687    0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7774    2.3768    0.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3920    3.2561    0.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7498    2.4553    0.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1924    0.0977    0.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3444   -1.5044    0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4817    1.7978    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6270    4.2347   -2.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0808    4.7428   -1.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0650    4.1240   -3.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  9 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 20 25  1  0
 25 26  2  0
 25 27  1  0
 19  3  1  0
 27  3  1  0
 17  5  1  0
 16  8  1  0
 16 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  4 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
 10 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 18 44  1  0
 24 45  1  0
 24 46  1  0
 24 47  1  0
M  END


  Mrv1652304282219362D          

 27 31  0  0  1  0            999 V2000
    2.1612   -0.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6933    0.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5053    0.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0374    0.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8495    0.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5010    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1836    0.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9597    0.9306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9540   -0.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1294   -0.1682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5973   -0.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7853   -0.6531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2532   -1.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411   -1.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4890   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0257   -1.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745    1.9385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7472    2.3279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1754    2.3737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1490    3.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2581    0.9694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971   -0.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6546   -0.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0281    0.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0318    0.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7744    1.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  1 14  1  0  0  0  0
 10 15  1  6  0  0  0
 15 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  1 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 22 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0072242

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@]12CN3CCC4=C(NC5=CC=CC=C45)C3=CC1=C(C(=O)OC)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C21H20N2O4/c1-3-21-11-23-9-8-13-12-6-4-5-7-15(12)22-18(13)16(23)10-14(21)17(19(24)26-2)20(25)27-21/h4-7,10,22H,3,8-9,11H2,1-2H3/t21-/m0/s1

> <INCHI_KEY>
JPMVRCYAYSSAIH-NRFANRHFSA-N

> <FORMULA>
C21H20N2O4

> <MOLECULAR_WEIGHT>
364.401

> <EXACT_MASS>
364.142307132

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
39.35189950593057

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (8R)-8-ethyl-6-oxo-7-oxa-10,20-diazapentacyclo[11.7.0.0^{2,10}.0^{4,8}.0^{14,19}]icosa-1(13),2,4,14,16,18-hexaene-5-carboxylate

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
2.665060318

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.740372493762013

> <JCHEM_PKA_STRONGEST_BASIC>
4.958192356184014

> <JCHEM_POLAR_SURFACE_AREA>
71.63

> <JCHEM_REFRACTIVITY>
101.54250000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (8R)-8-ethyl-6-oxo-7-oxa-10,20-diazapentacyclo[11.7.0.0^{2,10}.0^{4,8}.0^{14,19}]icosa-1(13),2,4,14,16,18-hexaene-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       4.034  -0.676   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.027   0.501   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.543   0.229   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.536   1.406   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.052   1.135   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.269   2.079   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.543   1.215   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.991   1.737   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      11.114  -0.265   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.575  -0.314   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.582  -1.491   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       7.066  -1.219   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       6.073  -2.396   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.557  -2.124   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.246  -1.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.381  -2.974   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.219   3.619   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.861   4.345   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      11.527   4.431   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      11.478   5.970   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       4.215   1.809   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       2.720   1.441   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.608  -0.095   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.222  -0.766   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.052   0.099   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.059   1.635   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.445   2.306   0.000  0.00  0.00           C+0
CONECT    1    2   14   23                                                  
CONECT    2    1    3   21                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7   17                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    5   11   15                                             
CONECT   11   10   12                                                       
CONECT   12   11    3   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13    1                                                       
CONECT   15   10   16                                                       
CONECT   16   15                                                            
CONECT   17    6   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21    2   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22    1   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀N₂O₄

Average Mass

364.4010 Da

Monoisotopic Mass

364.14231 Da

IUPAC Name

methyl (8R)-8-ethyl-6-oxo-7-oxa-10,20-diazapentacyclo[11.7.0.0^{2,10}.0^{4,8}.0^{14,19}]icosa-1(13),2,4,14,16,18-hexaene-5-carboxylate

Traditional Name

methyl (8R)-8-ethyl-6-oxo-7-oxa-10,20-diazapentacyclo[11.7.0.0^{2,10}.0^{4,8}.0^{14,19}]icosa-1(13),2,4,14,16,18-hexaene-5-carboxylate

CAS Registry Number

Not Available

SMILES

CC[C@]12CN3CCC4=C(NC5=CC=CC=C45)C3=CC1=C(C(=O)OC)C(=O)O2

InChI Identifier

InChI=1S/C21H20N2O4/c1-3-21-11-23-9-8-13-12-6-4-5-7-15(12)22-18(13)16(23)10-14(21)17(19(24)26-2)20(25)27-21/h4-7,10,22H,3,8-9,11H2,1-2H3/t21-/m0/s1

InChI Key

JPMVRCYAYSSAIH-NRFANRHFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Mitragyna speciosa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
3-alkylindole
Indole
Tetrahydropyridine
Aralkylamine
2-furanone
Dicarboxylic acid or derivatives
Benzenoid
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Dihydrofuran
Methyl ester
Pyrrole
Carboxylic acid ester
Amino acid or derivatives
Lactone
Tertiary aliphatic amine
Tertiary amine
Enamine
Azacycle
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Amine
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.01	ALOGPS
logP	2.67	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	15.74	ChemAxon
pKa (Strongest Basic)	4.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.63 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.54 m³·mol⁻¹	ChemAxon
Polarizability	39.35 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00032024

Chemspider ID

8698185

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bracket

METLIN ID

Not Available

PubChem Compound

10522789

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Takayama H, Kurihara M, Kitajima M, Said IM, Aimi N: Isolation and Asymmetric Total Synthesis of a New Mitragyna Indole Alkaloid, (-)-Mitralactonine. J Org Chem. 1999 Mar 19;64(6):1772-1773. doi: 10.1021/jo9823644. [PubMed:11674259 ]

Showing NP-Card for (-)-Mitralactonine (NP0072242)

MOL for NP0072242 ((-)-Mitralactonine)

3D MOL for NP0072242 ((-)-Mitralactonine)

3D SDF for NP0072242 ((-)-Mitralactonine)

3D-SDF for NP0072242 ((-)-Mitralactonine)

PDB for NP0072242 ((-)-Mitralactonine)

3D PDB for NP0072242 ((-)-Mitralactonine)

SMILES for NP0072242 ((-)-Mitralactonine)

INCHI for NP0072242 ((-)-Mitralactonine)

Structure for NP0072242 ((-)-Mitralactonine)

3D Structure for NP0072242 ((-)-Mitralactonine)